The 30 Best Holiday Rentals in Cyclades

Ranked 1 out of 7,901 in the Cyclades region, as well as being 1 of 114 for holiday rentals in Pirgos.

• “Could not ask for better staff.”
• “Stynning room and view”
• “Paradise”
• See more reviews of Santorini Sky, Luxury Resort

Ranked 2 out of 7,901 in the Cyclades region, as well as being 1 of 413 for holiday rentals in Naxos Chora.

• “The staff was exceptional. The rooms were wonderful. The pool was luxury. We loved everything.”
• “Nikos and Kalli were thoughtful and helpful.”
• “The perfect getaway location with owners you’ll love”
• See more reviews of Ikaros Studios & Apartments

Ranked 3 out of 7,901 in the Cyclades region, as well as being 1 of 179 for holiday rentals in Ermoupoli.

• “we loved the island and the accommodation”
• “Phenomenal host!”
• “Dimitris went above and beyond to make us feel welcomed.His sense of hospitality is unmatched. We will definitely stay h”
• See more reviews of Sarris Planet

Ranked 4 out of 7,901 in the Cyclades region, as well as being 1 of 445 for holiday rentals in Mýkonos City.

• “Definitely recommend💙”
• “Amazing experience”
• “Owner, were so kind and helpful”
• See more reviews of Sugar Blue

Ranked 5 out of 7,901 in the Cyclades region, as well as being 1 of 52 for holiday rentals in Perivolos.

• “Amazingly helpful owner and staff team, nothing was too much trouble, thank you!”
• “Fantastic stay in a fantastic hotel!”
• “Wonderful”
• See more reviews of Orabel Suites Santorini (Adults Only)

Ranked 6 out of 7,901 in the Cyclades region, as well as being 1 of 258 for holiday rentals in Oia.

• “Instagram worthy property with the service to match!”
• “Paradise”
• “WORTH IT”
• See more reviews of Olvos Luxury Suites

Ranked 7 out of 7,901 in the Cyclades region, as well as being 2 of 445 for holiday rentals in Mýkonos City.

• “Everything very new and clean, it is a pleasure to have...”
• “A place to stay in Mykonos”
• “Amazing place to stay in Mykonos”
• See more reviews of Mykonos Secret Spot

Ranked 8 out of 7,901 in the Cyclades region, as well as being 2 of 114 for holiday rentals in Pirgos.

• “Breakfast was delicious with a lot of options to serve from...”
• “Perfect”
• “Perfect location, staff and property. Couldn’t recommend it more.”
• See more reviews of White & Co. La Torre Suites

Ranked 9 out of 7,901 in the Cyclades region, as well as being 3 of 445 for holiday rentals in Mýkonos City.

• “Must visit”
• “An excellent stay in a scenic villa with the most gorgeous views and a fantastic host!”
• “No other home is as warm and welcoming. We truly loved and cherished our time at Mykonos in White!”
• See more reviews of Mykonos in White

Ranked 10 out of 7,901 in the Cyclades region, as well as being 3 of 114 for holiday rentals in Pirgos.

• “One of my favorite places!”
• “Wonderfull stay in great location”
• “Excellent”
• See more reviews of Halcyon Days Suites

Ranked 11 out of 7,901 in the Cyclades region, as well as being 1 of 41 for holiday rentals in Firostefani.

• “Far exceeded our expectations. Perfect spot in Santorini for us.”
• “Absolutely amazing holiday, thank you to Georgia and her...”
• “Amazing wiew ,the owner is very friendly and kind , highly recommend, 10 out of 10👌👌”
• See more reviews of Santorini View Studios - Firostefani Caldera

Ranked 12 out of 7,901 in the Cyclades region, as well as being 1 of 11 for holiday rentals in Vívlos.

• “Awesome stay.”
• “Highly recommended”
• “Perfect stay!”
• See more reviews of La Grande Vue-Private hilltop villas with private pools

Ranked 13 out of 7,901 in the Cyclades region, as well as being 1 of 213 for holiday rentals in Fira.

• “It was an amazing experience and a beautiful room.”
• “Amazing host, very very clean! Overall 10/10!”
• “Unforgettable experience”
• See more reviews of Deep in cave suites

Ranked 14 out of 7,901 in the Cyclades region, as well as being 2 of 258 for holiday rentals in Oia.

• “Easily the best villa we’ve ever stayed at! The location was great - private yet within walking distance of everything a”
• “Incredible and spacious private property 10 min walk from Oia”
• “Amazing. Loved the hospitality and service that Tassos provided. Recommended!!”
• See more reviews of Saint John Oia-Private Heated Pool Villas

Ranked 15 out of 7,901 in the Cyclades region, as well as being 1 of 82 for holiday rentals in Perissa.

• “Amazing! Thank you for everything!”
• “Fantastic stay”
• “The best ever hosts we have ever had.”
• See more reviews of Adelphi Apartments

Ranked 16 out of 7,901 in the Cyclades region, as well as being 1 of 45 for holiday rentals in Karterados.

• “Perfect stay closento Fira!”
• “Staff was really helpful and friendly.”
• “We had a wonderful stay at Lilium Homes. Thank you George for making our trip so special!”
• See more reviews of Lilium Homes

Ranked 17 out of 7,901 in the Cyclades region, as well as being 1 of 12 for holiday rentals in Ano Meria.

• “Relaxing stay in gorgeous environs with warm, helpful welcome feom Yiannis and Alexandra. Amazing attention to detail i”
• “Just perfect!”
• “The most perfect holiday accommodation in stunning location.”
• See more reviews of Provalma

Ranked 18 out of 7,901 in the Cyclades region, as well as being 1 of 107 for holiday rentals in Imerovigli.

• “Great hotel, with great amenities and views and amazing customer service!”
• “Amazing suites, First class service!”
• “Simply exceptional!”
• See more reviews of Avista Suites

Ranked 19 out of 7,901 in the Cyclades region, as well as being 3 of 258 for holiday rentals in Oia.

• “Great place to stay”
• “Great place!”
• “Perfect classic Santorini house with the best cave pool, view and privacy”
• See more reviews of Hyperion Oia Suites

Ranked 20 out of 7,901 in the Cyclades region, as well as being 1 of 64 for holiday rentals in Pollonia.

• “Incredible host and a beautiful spot to spend our holiday”
• “Absolute Gem”
• “BEST STAY in the most peaceful, tranquil and convenient location”
• See more reviews of Mirabeli Apartments & Suites

Ranked 21 out of 7,901 in the Cyclades region, as well as being 2 of 107 for holiday rentals in Imerovigli.

• “Great option if you want a luxe and private stay”
• “Really nice place!”
• “Will recommend this place to friend whenever they visit to Santorini”
• See more reviews of Bianco Diverso Suites

Ranked 22 out of 7,901 in the Cyclades region, as well as being 3 of 107 for holiday rentals in Imerovigli.

• “Wonderful place with maximum privacy”
• “Amazing. We can’t wait to go back”
• “Everything was above and beyond what we expected. The villa was beautiful and so charming. The staff, the view, the poo”
• See more reviews of Lithi Luxury Retreat

Ranked 23 out of 7,901 in the Cyclades region, as well as being 2 of 82 for holiday rentals in Perissa.

• “Loved our stay here.”
• “Wonderful！”
• “Absolutely amazing accommodation.”
• See more reviews of Margarenia

Ranked 24 out of 7,901 in the Cyclades region, as well as being 4 of 114 for holiday rentals in Pirgos.

• “Superb”
• “The best accommodation we’ve ever stayed in, we cannot wait to come back!”
• “We had an amazingly relaxing time at Nova Luxury Suites.”
• See more reviews of Nova Luxury Suites

Ranked 25 out of 7,901 in the Cyclades region, as well as being 4 of 258 for holiday rentals in Oia.

• “Sea view was amazing!”
• “This cave house offers a perfect blend of serenity, beauty, and convenience, making it a must-stay”
• “The sunset view from our room was purely breathtaking.”
• See more reviews of Anemi House & Villas

Ranked 26 out of 7,901 in the Cyclades region, as well as being 2 of 197 for holiday rentals in Kamari.

• “Absolutely outstanding.”
• “Welcoming family hotel”
• “I will most definelty book this property again and I highly recommend for anyone looking to stay in Santorini. The prope”
• See more reviews of Dragonfly Villas

Ranked 27 out of 7,901 in the Cyclades region, as well as being 2 of 45 for holiday rentals in Karterados.

• “A stylish jewel in a perfect location outside the traffic and chaos of Fira, but reachable on foot. Good for couples and”
• “The overall experience was lovely ”
• “Warm and wonderful accomodation in Santorini.”
• See more reviews of 1812 Caves 'n Mansion

Ranked 28 out of 7,901 in the Cyclades region, as well as being 4 of 445 for holiday rentals in Mýkonos City.

• “Just Heavenly”
• “Fantastic stay with great hosts.”
• “Couldn't have asked for more! It truly is a Hidden Heaven. Blown away by the hospitality & warmth!”
• See more reviews of Hidden Heaven

Ranked 29 out of 7,901 in the Cyclades region, as well as being 2 of 213 for holiday rentals in Fira.

• “We loved your stay, the team of Thinari Lodge is excellent and they always made us feel like home.”
• “.”
• “This is the best place to stay in Fira if you want to stay away from hustle and bustle. The place is private, each lodg”
• See more reviews of Thimari Lodge

Ranked 30 out of 7,901 in the Cyclades region, as well as being 5 of 258 for holiday rentals in Oia.

• “Lovely Brand New Villas”
• “We like everything about the facilities.”
• “Comfortable luxury near Santorini’s most romantic and beautiful coastline.”
• See more reviews of Oia Kissiri - private pool villas